反応 #85866

反応方程式

HBr

ethyl 1-(4-aminophenyl)piperidine-4-carboxylate

NaNO2

HBr

→

crude title compound

1-(4-bromophenyl)piperidine-4-carboxylic acid

溶媒

water

反応条件

後処理

1. 1
   workup.STIRRINGThe resulting mixture was stirred
2. 2
   温度refluxed for 2 hours
3. 3
   その他The suspension thus obtained
4. 4
   その他was partitioned between 2N NaOH and ethyl acetate
5. 5
   洗浄The organic layer was washed with aqueous NaCl
6. 6
   乾燥dried over Na2SO4
7. 7
   濃縮concentrated

実験手順

To a solution of ethyl 1-(4-aminophenyl)piperidine-4-carboxylate (2.48 g, 10 mmol) in 40 mL of HBr 40%, a solution of NaNO2 (0.69 g, 10 mmol) in 7 mL of water was slowly added at 0° C. The mixture was stirred for 15 minutes and added to a solution of CuBr (0.79 g, 5.5 mmol) in 30 mL of HBr 40%. The resulting mixture was stirred and refluxed for 2 hours. The suspension thus obtained was partitioned between 2N NaOH and ethyl acetate. The organic layer was washed with aqueous NaCl, dried over Na2SO4 and concentrated to afford crude title compound 1.56 g. MS (m/z): 286 (M+2)+

出典